Set amid a picturesque landscape of evergreen and deciduous trees, rolling open and fertile fields, this extraordinary 9-acre property offers a rare blend of historic character, modern comfort, and move-in ready ease. Originally centered around a circa 1885 barn, the residence has been masterfully transformed through thoughtful expansion and modern construction, creating a home that feels both timeless and effortlessly livable. A charming covered front porch welcomes you home - the perfect setting for morning coffee, quiet reading, or gathering with friends while overlooking the surrounding natural beauty and peaceful pastoral vistas. Throughout the seasons, the property comes alive with wildlife, breathtaking sunset skies, and the serenity that defines country living at its finest. Inside, the approximately 2,900-square-foot residence is presented in pristine condition, with warm architectural details, generous volume, and an inviting floor plan designed for both everyday comfort and entertaining. The dramatic vaulted great room serves as the heart of the home, featuring exposed beams, skylights, and a striking floor-to-ceiling stone wood-burning fireplace that anchors the space with warmth and character. Open sight lines flow seamlessly into a den or home office, enhancing both the functionality and airy feel of the home. The well-appointed kitchen blends beauty and practicality with beautiful wood cabinetry, stainless steel appliances, peninsula seating, and an informal dining area ideal for casual gatherings. Nearby, there is a spacious walk-in pantry for added convenience as well as a thoughtfully designed powder room incorporates a laundry area. The main level offers two exceptionally gracious bedrooms accompanied by a beautifully finished full bath with double vanity and an oversized glass-and-tile shower. Privately situated on the upper level, the primary suite is a true retreat - featuring vaulted ceilings with exposed beams, a spacious walk-in closet with dressing area, and a beautifully appointed full bath with elegant tile and glass finishes. Outside, the expansive acreage offers endless possibilities for recreation and enjoyment, with ample room for walking trails, gardens, pets, a future pool, or even a sport court. An automatic whole-house generator provides year-round peace of mind and protection. Combining the romance of a converted 19th-century barn with the comforts and efficiency of modern living, this exceptional property offers a truly turnkey opportunity in the heart of Southern Dutchess County. Peaceful yet conveniently located just minutes from the iconic Village of Pawling and approximately 1.5 hours from New York City, this is a rare offering where historic charm, natural beauty, and refined country living come together effortlessly. Arlington Central School District. Standby backup generator. Tasteful furnishings available - pricing furnished upon request.